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    Drake Playground

    3.8 (4 reviews)

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    Cat Rock Park

    Cat Rock Park

    4.2(53 reviews)
    2.0 mi

    Great hike! This hike is easy and the length is 1.2 mi, it might take 30 minutes to walk around…read more The huge surprise was that you can let your dog walk without the leash. A lot of people bring their dogs. This hike has a lake where your dog can swim. Nature is beautiful, when you are walking around you could hear the woodpeckers. The only problem is parking. There are not a lot of parking spots, and if you go there, there are only residents parking on the weekends. There is no additional parking available for people who just visiting the park.

    First time here, but I don't know a single person that hasn't recommended it without rave reviews…read more PROS: Trails. Great for off leash dog walking. There were tons of dogs roaming about, owners right on their heels, so no worries about unattended animals. Clean(er) ponds, since they're connected to flowing water sources. There was only spot we saw where the water seemed stagnant. Most everywhere else it was relatively clean. It's not crystal blue Caribbean waters, obviously, but for your dog to swim in, it's good. CONS: Parking seemed tight. Found a spot, but it looks like local residents are not happy about street parking for overflow, so there were signs prohibiting street parking. This was at the Drabbington entrance. I'm sure there's another entrance I don't know about. OVERALL: My new gold standard for off leash hiking.

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    Cat Rock Park
    Cat Rock Park
    Cat Rock Park - The two lovely dogs are hunting for rabbits.

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    The two lovely dogs are hunting for rabbits.

    Chestnut Hill Reservoir - Turtles!

    Chestnut Hill Reservoir

    4.5(78 reviews)
    5.8 mi

    I will forever love the res! It is truly my all-time favorite route for a walk or a jog. Whether…read moreI'm having the best or worst day ever, a loop or two around always leaves me so grounded and at peace. It is well kept (maybe besides in icy conditions in the winter), full of great people-watching, and just as beautiful when you walk it for the 300th time as it was the first. It is about a 1.5 mile loop for those interested in tracking their mileage. For those who don't live in the area, it is a short walk from the closest T-stop and it really worth the trip. In the warmer seasons, expect to see some wildlife (lots of birds & turtles). When colder, expect gorgeous icy views. Tip: If you like taking a stroll with a coffee in hand, grab a coffee at Starbucks or Eagles Deli nearby before you loop!

    Sunsets, peaceful, community, cleanliness, all the things…read more The Chestnut Hill Reservoir is my my all-time favorite place to go for a walk or run. I've been coming here since middle school and it still remains as one of my absolute favorite places. Look at these pictures! It's so well-kept there's never any trash. There is one small stretch of geese droppings but the path is so wide you can easily maneuver your way around them. :) It's located right in between Boston College's campus and Cleveland Circle so there's always some action and people around (but is never too overwhelmingly crowded). A happy medium of crowded and empty for sure. At one point you're overlooking Cassidy Playground that usually has something going on-- be it softball games or grass volleyball games for example. It definitely gives you some entertainment to look at while you walk! The views are everything. It's a 1.55 mile loop and there's benches along the way that people use for all kinds of reasons (to read a book, take a phone call, chat with a friend, stretch, soak up the sun and look out at the water, etc.). I love coming here around sunset and seeing the sky change and light up on the whole reservoir. Magical. Hands down one of my favorite places to be!

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    Chestnut Hill Reservoir
    Chestnut Hill Reservoir
    Chestnut Hill Reservoir - SICK RUINSSSS

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    SICK RUINSSSS

    Drake Playground - parks - Updated May 2026

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